Allyl bromide

{{chembox

| Watchedfields = changed

| verifiedrevid = 477314323

| ImageFile = 3-Brompropen.svg

| ImageSize = 180px

| ImageName = Skeletal formula

| ImageFile1 = Allyl-bromide-3D-balls-B.png

| ImageName1 = Ball-and-stick model

| PIN = 3-Bromoprop-1-ene

| OtherNames = Allyl bromide
3-Bromopropene
3-Bromopropylene
3-Bromo-1-propene
Bromoallylene
2-Propenyl bromide

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 7553

| InChIKey = BHELZAPQIKSEDF-UHFFFAOYAI

| SMILES1 = C=CCBr

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C3H5Br/c1-2-3-4/h2H,1,3H2

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = BHELZAPQIKSEDF-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 106-95-6

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = FXQ8X2F74Z

| EINECS = 203-446-6

| PubChem = 7841

| SMILES = BrCC=C

| InChI = 1/C3H5Br/c1-2-3-4/h2H,1,3H2

| RTECS = UC7090000

| UNNumber = 1099

}}

|Section2={{Chembox Properties

| C=3|H=5|Br=1

| Appearance = Clear to light yellow liquid

| Odor = Unpleasant, irritating, pungent

| Density = 1.398 g/cm³

| MeltingPtC = −119

| MeltingPt_notes =

| BoilingPtC = 71

| BoilingPt_notes =

| Solubility = 0.38 g/100 g H₂O

| RefractIndex = 1.4697 (20 °C, 589.2 nm)

| MagSus = −58.6·10⁻⁶ cm³·mol⁻¹{{Cite book |url=https://www.worldcat.org/oclc/930681942 |title=CRC handbook of chemistry and physics : a ready-reference book of chemical and physical data. |date=2016 |first1=William M.|last1= Haynes|first2= David R.|last2= Lide|first3= Thomas J.|last3= Bruno |isbn=978-1-4987-5428-6 |edition=2016-2017, 97th |location=Boca Raton, Florida |oclc=930681942}}

| LogP = 1.79

| Viscosity = 0.471 cP

| VaporPressure = 18.6 kPa

| Dipole = ≈1.9 D

}}

| Section4 = {{Chembox Thermochemistry

| DeltaHform = 12.2 kJ·mol⁻¹ (liquid)
45.2 kJ·mol⁻¹ (gas)

| DeltaHvap = 32.73 kJ·mol⁻¹

}}

|Section7={{Chembox Hazards

| ExternalSDS = [http://ptcl.chem.ox.ac.uk/MSDS/BR/3-bromopropene.html MSDS at Oxford University]

| MainHazards =

| FlashPt = −2 to −1 °C

| AutoignitionPtC = 280

| NFPA-H = 3

| NFPA-F = 3

| NFPA-R = 1

| NFPA-S =

| GHSPictograms = {{GHS02}}{{GHS05}}{{GHS06}}{{GHS08}}{{GHS09}}

| GHSSignalWord = Danger

| HPhrases = {{H-phrases|225|301|314|330|331|340|350|400}}

| PPhrases = {{P-phrases|201|202|210|233|240|241|242|243|260|261|264|270|271|273|280|281|284|301+310|301+330+331|303+361+353|304+340|305+351+338|308+313|310|311|320|321|330|363|370+378|391|403+233|403+235|405|501}}

| ExploLimits = 4.3–7.3 %

| TLV-TWA = 0.1 ppm

| TLV-STEL = 0.2 ppm

}}

| Section8 = {{Chembox Related

| OtherCompounds = Allyl chloride
Allyl iodide

}}

}}

Allyl bromide (3-bromopropene) is an organic halide. It is an alkylating agent used in synthesis of polymers, pharmaceuticals, perfumes{{Cite web |last=PubChem |title=Hazardous Substances Data Bank (HSDB) : 622 |url=https://pubchem.ncbi.nlm.nih.gov/source/hsdb/622#section=Manufacturing-Use-Information |access-date=2022-03-04 |website=pubchem.ncbi.nlm.nih.gov |language=en}} and other organic compounds. Allyl bromide is a colorless liquid, although commercial samples appear yellow or brown. It is an irritant and a potentially dangerous alkylating agent. Allyl bromide is more reactive but more expensive than allyl chloride, and these considerations guide its use.{{cite book| doi = 10.1002/14356007.a04_405.pub2| chapter = Bromine Compounds| title = Ullmann's Encyclopedia of Industrial Chemistry| date = 2013| last1 = Yoffe| first1 = David| last2 = Frim| first2 = Ron| last3 = Ukeles| first3 = Shmuel D.| last4 = Dagani| first4 = Michael J.| last5 = Barda| first5 = Henry J.| last6 = Benya| first6 = Theodore J.| last7 = Sanders| first7 = David C.| pages = 1–31| isbn = 978-3-527-30385-4}}